Diethyl-(2-hydroxyethyl)-(2-iodobenzyl)ammonium 4-Methylbenzenesulfonate

ID: ALA5279045

Max Phase: Preclinical

Molecular Formula: C20H28INO4S

Molecular Weight: 334.22

Names and Identifiers

Canonical SMILES:  CC[N+](CC)(CCO)Cc1ccccc1I.Cc1ccc(S(=O)(=O)[O-])cc1

Standard InChI:  InChI=1S/C13H21INO.C7H8O3S/c1-3-15(4-2,9-10-16)11-12-7-5-6-8-13(12)14;1-6-2-4-7(5-3-6)11(8,9)10/h5-8,16H,3-4,9-11H2,1-2H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1

Standard InChI Key:  JHLDPMNIYHCCRA-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
   -2.3224    0.6717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374    1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4671    1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1821    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1821   -0.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4671   -0.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -0.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374   -0.5665    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6074    1.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1771    1.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7361   -0.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104   -0.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -0.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0847   -0.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -0.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9265   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2115   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2115   -0.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9265    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566    0.4122    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3569    1.2377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7699   -0.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821    0.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  3  8  1  0
  8  9  1  0
  1 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
 13 15  1  0
 14 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 17 22  2  0
 21 22  1  0
 20 23  1  0
 17 24  1  0
 24 25  1  0
 24 26  2  0
 24 27  2  0
M  CHG  2   1   1  25  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 334.22

Molecular Weight (Monoisotopic): 334.0662

AlogP: 2.64

#Rotatable Bonds: 6

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: ┄

CX LogP: -1.30

CX LogD: -1.30

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: -0.15

References

1. Švec P, Nový Z, Kučka J, Petřík M, Sedláček O, Kuchař M, Lišková B, Medvedíková M, Kolouchová K, Groborz O, Loukotová L, Konefał RŁ, Hajdúch M, Hrubý M..  (2020)  Iodinated Choline Transport-Targeted Tracers.,  63  (24): [PMID:33271015] [10.1021/acs.jmedchem.0c01710]

Source

Source(1):

• Scientific Literature